Oxidation of Arylcyclopropanes in Solution and in a Zeolite: Structure and Rearrangement of the Phenylcyclopropane Radical Cation
نویسندگان
چکیده
The structure of phenylcyclopropane radical cation (1•+, R ) H) is derived from CIDNP effects observed during the electron transfer reaction of 1 with chloranil. This species is an example of an elusive structure type. The secondary cyclopropane protons show significantly divergent hyperfine coupling constants due to an unprecedented stereoelectronic effect. Incorporation into a redox-active pentasil zeolite (Na-ZSM-5) converts 1 or its p-methoxy derivative (1, R ) OCH3) to trans-propenylarene radical cations (2•+, R ) H, OCH3).
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